
Find the latest flights to San Juan in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 7,457,451 searches and data was last updated on September 9, 2026.
Popular in | July |
|---|---|
Cheapest in | October |
Average price | $285 |
Round-trip from | $228 |
One-way from | $117 |
Fly from
Route
Depart
Return
New WindsorSan Juan
SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl
SWFSJU
New Windsor Stewart
Sun 12/6
6:49 pm-2:02 pm
1 stop18h 13m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
New WindsorSan Juan
SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl
SWFSJU
New Windsor Stewart
Sun 10/18
11:53 am-1:31 pm
1 stop25h 38m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
New WindsorSan Juan
SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl
SWFSJU
New Windsor Stewart
Thu 10/15
10:18 am-1:31 pm
1 stop27h 13m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
New YorkSan Juan
JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl
JFKSJU
New York John F Kennedy Intl
Tue 10/27
7:29 pm-11:44 pm
Nonstop4h 15m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
New YorkSan Juan
JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl
JFKSJU
New York John F Kennedy Intl
Sat 9/26
7:29 pm-11:49 pm
Nonstop4h 20m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
New YorkSan Juan
JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl
JFKSJU
New York John F Kennedy Intl
Sat 10/24
7:29 pm-11:44 pm
Nonstop4h 15m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
New YorkSan Juan
JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl
JFKSJU
New York John F Kennedy Intl
Tue 9/29
8:00 am-12:03 pm
Nonstop4h 03m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
New WindsorSan Juan
SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl
SWFSJU
New Windsor Stewart
Sat 9/26
12:39 pm-9:35 am
2 stops20h 56m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
NewarkSan Juan
EWR Newark - SJU San Juan Luis Munoz Marin Intl
EWRSJU
Newark
Sat 10/24
5:55 am-2:36 pm
1 stop8h 41m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
New WindsorSan Juan
SWF New Windsor Stewart - SJU San Juan Luis Munoz Marin Intl
SWFSJU
New Windsor Stewart
Sat 10/31
12:39 pm-11:44 pm
2 stops11h 05m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
Everything you need to know about your flight to San Juan
Food
Crew
Comfort
Boarding
Overall
Entertainment
Reviews
Barney,May 2026
JFK - ATL
Food
Crew
Comfort
Boarding
Overall
Entertainment
Reviews
Barney,May 2026
JFK - ATL
Food
Crew
Comfort
Boarding
Overall
Entertainment
Reviews
Barney,May 2026
JFK - ATL
Food
Crew
Comfort
Boarding
Overall
Entertainment
Reviews
Barney,May 2026
JFK - ATL
Food
Crew
Comfort
Boarding
Overall
Entertainment
Reviews
Barney,May 2026
JFK - ATL
Food
Crew
Comfort
Boarding
Overall
Entertainment
Reviews
Barney,May 2026
JFK - ATL
San Juan’s climate is typically warm year-round, but the city does see its share of tropical storms. The average temperature is 82 degrees (Fahrenheit) during the year, and during the winter the temperature can drop to the 60s. With this type of weather gracing the city, there is no bad time to book flights to San Juan.
San Juan welcomes most tourists during the winter and early spring. Booking flights to San Juan during this time might be expensive, but if you plan ahead and book San Juan flights and accommodations in advance you’re likely to get a good deal.
The pre-Lenten Carnival attracts many visitors, with its parades, music, beauty pageants, and parties all over the island. Easter week is another busy time, as is the entire period when colleges have spring breaks.
In addition to the Carnival festivities, there are patron saints’ festivals throughout the year, with week-long celebrations.
Peak Season:
Mid-December to mid-April is the busiest — and most expensive — time of the year. Throughout the island, but especially in San Juan, prices are considerably higher during this period.
Off Season:
Summer and fall are quieter and less expensive times to take cheap flights to San Juan. And there are two annual events for music lovers. The Pablo Casals Festival takes place in early June. The Festival of Puerto Rican Music is held in November, with venues in both San Juan and elsewhere on the island.
Bigger hotels generally offer free shuttle buses into Old San Juan, where you can either travel by foot or take advantage of the free trolleys. Buses run in some areas, but not all. There are taxis, but you’ll have to negotiate a price with the driver based on your destination. Rental cars are available as well, but make sure you have your ID handy. Also, some streets are not as well marked as others.